HCID 86756908, compound → HCID 86756907, compound

Participants

Reaction Steps

A solution of 0.560 g of 2′-(N-benzyloxycarbonyl-D-alanyl)-2(R)-[1(RS)-[(benzyloxy)carbamoyl]-3-butenyl]-2′-isobutyl-4-methylvalerohydrazide in 25 ml of methanol was hydrogenated in the presence of 0.150 g of 5% palladium-on-carbon for 2 hours. The catalyst was removed by filtration and the solvent was evaporated. The residue was triturated with diethyl ether to give 0.480 g of 2′-(D-alanyl)-2(R)-[1(RS)-(hydroxycarbamoyl)butyl]-2′-isobutyl-4-methylvalerohydrazide in the form of a white solid. This solid was then dissolved in 2 ml of dioxan and the solution was treated with 0.5 ml of 4M hydrogen chloride in dioxan. The mixture was stirred at room temperature for 15 minutes and then diluted with diethyl ether. Filtration and drying gave 0.188 g of 2′-(D-alanyl)-2(R)-[1(RS)-(hydroxycarbamoyl)butyl]-2′-isobutyl-4-methylvalerohydrazide hydrochloride in the form of a white solid.

Provenance & Evidence